I could go on forever about what makes a good wingman, that really isn't the purpose of this letter but I'll say this: If you have a friend who's a good wingman, you don't need to join a dating site because you can get laid every time you go to a bar. Unfortunately a truly good wingman is very hard to find. I'm lucky enough to have had one friend who was a good wingman, and he's a fucking god when it comes to picking up chicks, but he got a job in UAE working for an oil company and I haven't seen him in three years.
My social life suffered and I ended up going online in desperate need of a date. The Internet became my new wingman, and I'm happy to say that it's turned out much better than I ever thought possible and I thought I'd share some of my experiences. We live in an incredible time when meeting a hot chick that only wants to fuck can happen in a matter of minutes, and that a guy like me could actually have choices between women like that makes my mind reel with delight. Life is good.
I've never actually been the one-night-stand kind of guy though. I prefer to have short-term relationships, but that's just a preference. For me, great sex comes with a little bit of familiarity, a certain chemistry between two people has to take place, and these things don't happen all at once. Basically the seriously kinky stuff takes me a few days to convince the chick to do for me, but maybe I'm not as good at seduction as a lot of guys out there. That's the only explanation I have, considering I've been told by many women the kinky stuff is what they like the best, so I keep asking myself, if they liked it the best, why wouldn't they start out asking for it?
Okay, I'm not the kinkiest guy out there either, but I have my moments. I like fucking a chick in the ass, and it's rare to have a woman suggest anal sex on a first date. It's also rare to get a woman to put a blindfold on and have an extended foreplay/fuck session for a whole afternoon if you don't know them very well. I have to work my girlfriends into my collection of sex toys too, starting with the bland ones and working up from there. I'm not dumb enough to show a new girlfriend three dozen dildos and ask which ones she thinks she'd like to try. That kind of thing is at least second date stuff. The fuzzy handcuffs and the advanced anal beads don't come out until at least a third date. It also depends on the woman too of course. Some of my lovers never see the second level of toys, it all depends how much she likes the first set.
Right now I'm seeing a single college babe I'll call Jane, and she's my best find yet. We see each other on and off every couple of weeks and the toy collection has been a total success. I was a little reluctant to bring them out with her because she's fairly new to anything like that, and to be honest, she's so hot sex with her didn't need any spicing up. I brought them out when she asked. I'd actually have been happy just fucking her missionary in the dark just to put a high caliber notch in my bedpost so to speak, but even before things went super crazy with us I was fucking her ass with deep, powerful strokes and she seemed up for anything.
Jane's absolute favorite I found out, (after quite a bit of experimentation) is getting fucked while being blindfolded. She goes wild when I work a smaller vibrator in her ass while I pump her pussy with my cock. She likes it a little rough, but not too much, we're about the same in that regard. I've been with women who were serious freaks when it comes to rough sex- and that might sound good to some people, but I've found it can be too exhausting. I have limits, and if my dick is sore for two days after a hot date, that's just too much for me.
Jane isn't my only girlfriend right now, I have two others on the go, but I'll see her regularly as long as the fire between us stays hot. Sex as good as I'm getting it right now can only last so long, so I'm just hoping Jane turns into an exception to that rule. Time will tell.
The only problem I have, if you can call it a problem, is having too much choice. Fuck, two years ago I'd have given anything just to fuck a chick like Jane once, never mind have her as a fuck buddy for months. What's even worse is since I have so many options, I keep looking for someone even better! Sad isn't it? The Internet is turning out to be my best wingman ever, and life is too good.
